Boron trifluoride etherate → 1-(2,4-Dihydroxy-5-isopropylphenyl)ethanone

Participants

Reaction Steps

4-Isopropyl-benzene-1,3-dial (5.8 g) and boron trifluoride etherate (28.7 ml) were introduced into a 250 ml single neck RB flask equipped with a reflux condenser and an inlet for nitrogen atmosphere stirred at room temperature for 10 minutes. Acetic acid (4.55 ml) was added to the reaction mixture and stirred at 90° C. for 16 hours. On completion, 10% sodium acetate (300 ml) was added to the reaction mixture which was stirred at room temperature for 4 hours. The reaction mixture was then extracted with ethyl acetate (300 ml) and washed with saturated sodium bicarbonate (100 ml) and the organic layer was dried over sodium sulphate. The reaction was monitored by TLC (10% EtOAc/n-hexane, product Rf˜0.5). The solvent was removed under reduced pressure to give a residue, which was further purified by column chromatography (SiO2, 10% EtOAc/n-hexane).

Provenance & Evidence